Studies of π-diastereofacial selectivity:: The influence of α-oxathiolane ketals on cyclic ketones

被引：12

作者：

Dimitroff, M ^{[1
]}

Fallis, AG ^{[1
]}

机构：

[1] Univ Ottawa, Ottawa Carleton Chem Inst, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 17期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(98)00406-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The facial influence and synthetic utility of oxygen and sulfur heteroatoms adjacent to carbocyclic ketones upon nucleophilic addition has been investigated. Addition to the carbonyl group displayed a preference for attack anti to sulfur and syn to oxygen in synthetically useful ratios. Diisopropylaluminum hydride reduction in the cyclopentanone series reversed this facial preference. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2527 / 2530

页数：4

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